Lakeshore Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Lakeshore Vacation Packages

Lakeshore Hotel Deals

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG

2.5 out of 5
14 Amy Croft Drive Lakeshore ON
Fully refundable
The price is SARĀ 367 per night from Aug 9 to Aug 10
SARĀ 367
SARĀ 440 total
9 Aug - 10 Aug
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"Staff very helpful"

Reviewed on 17 July 2026

Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
Best Western Plus Waterfront Hotel

Best Western Plus Waterfront Hotel

2.5 out of 5
277 Riverside Drive West Windsor ON
Fully refundableReserve now, pay when you stay
The price is SARĀ 330 per night from Jul 28 to Jul 29
SARĀ 330
SARĀ 395 total
28 Jul - 29 Jul
includes taxes & fees
Best Western Plus Waterfront Hotel
Caesars Windsor - A Caesars Rewards Destination

Caesars Windsor - A Caesars Rewards Destination

4 out of 5
377 Riverside Dr E Windsor ON
The price is SARĀ 211 per night from Jul 20 to Jul 21
SARĀ 211
SARĀ 320 total
20 Jul - 21 Jul
includes taxes & fees
8.6/10 Excellent! (3,291 reviews)
"Self park was confusion a tricky to get to with all the one way streets"

Reviewed on 17 July 2026

Caesars Windsor - A Caesars Rewards Destination
See all 628 properties in Lakeshore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Lakeshore attractions

Stoney Point Park To St Clair Rd Trailhead

8.4/10 (6 reviews)
You can take time to visit Stoney Point Park To St Clair Rd Trailhead during your travels to Pointe aux Roches.
See properties

Frequently asked questions

How much does a Lakeshore vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation to Lakeshore costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Lakeshore?
If you're looking to score a cheap Lakeshore vacation package, consider visiting in January, September and November. You'll usually find better rates on hotels and flights during these quieter months ā€” ideal for budget-conscious travelers.
How to find the best Lakeshore package deals?
Use Expedia's filters to help you find some great Lakeshore package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Lakeshore package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Lakeshore vacation as a package?
You can enjoy significant savings on your next Lakeshore getaway by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Lakeshore?
Enjoy incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Lakeshore getaway.
How to plan a trip to Lakeshore?

  1. Choose when to travel: Check your diary and get packing. Your favorite season and the activities available will also help you decide when to vacation in Lakeshore.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to flights and experiences. Your accommodations will likely be the biggest expense during your trip to Lakeshore.
  3. Decide how long to go away for: Now that you know more about Lakeshore, you can work out the right length of your vacation. Create a rough itinerary and allocate enough time to cover everything you want to do.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Lakeshore vacation package that brings all your bookings together.